51587-95-2

Upstream product

• 532-20-7 D-xylofuranose 
• 1824-96-0 methyl xylofuranoside 
• 1125-88-8 benzaldehyde dimethyl acetal 

Downstream Products

• 80229-18-1 methyl 2,5-di-O-benzyl-β-D-xylofuranoside 
• 80229-13-6 5-O-benzyl-1-O-methyl-D-xylitol 
• 79083-36-6 methyl 5-O-benzyl-β-D-xylofuranoside 
• 80229-11-4 methyl 2-O-benzyl-3,5-O-benzylidene-β-D-xylofuranoside 

Relevant academic research and scientific papers

Benzylidene Acetal Protecting Group as Carboxylic Acid Surrogate: Synthesis of Functionalized Uronic Acids and Sugar Amino Acids

Direct oxidation of the 4,6-O-benzylidene acetal protecting group to C-6 carboxylic acid has been developed that provides an easy access to a wide range of biologically important and synthetically challenging uronic acid and sugar amino acid derivatives in good yields. The RuCl3-NaIO4-mediated oxidative cleavage method eliminates protection and deprotection steps and the reaction takes place under mild conditions. The dual role of the benzylidene acetal, as a protecting group and source of carboxylic acid, was exploited in the efficient synthesis of six-carbon sialic acid analogues and disaccharides bearing uronic acids, including glycosaminoglycan analogues.